Matt has been living the #Jaloplife, and pouring his time into various project cars. He is looking for something that he can drive more than fix, and maybe even take to the track. What car should he buy!

Peter has a Porsche Cayman and was until recently dating someone with a Subaru Forester. This made for a good combination of cars. Sadly, the relationship didn’t last and now Peter’s Porsche is a bit too small for hauling the dog and other things. What car should he buy?

Daniel is one of the thousands of people who plopped down a deposit for the much-hyped and lately production-troubled Tesla Model 3. Well, it looks like it’s going to be awhile before he gets one of his own and needs something cool in the meantime. What car should he buy?

Christopher has a 2011 Shelby Mustang that by some miracle has not been involved in any Cars and Coffee incidents. Now he has twins and car seats and Mustangs don’t mix well, so he needs something fast with four doors. What car should he buy?

Brandon is 31 and has always regretted not learning how to drive a manual transmission. He wants to get a cheap, fun beater with three pedals to learn the skill that many of us cherish so much. What car should he buy?

Tyler and his wife like cars with a small footprint both physically and environmentally, but their compacts aren’t cutting it now that they have had twins. They want a car that can handle the family but doesn’t require a big sacrifice on the eco-friendly front. What should they buy?

James is a college student who’s tired of working on his old Chevy Blazer. His folks are going to help him get another car, but they say it has to have a good warranty. James, naturally, still wants something manual and sporty. What car should he buy?

Car enthusiasts don’t ask for much out of our homes. We don’t need marble countertops or handcrafted wood dining tables, or a working sink. But the one luxury we do love is a nice garage. Will finally bought himself a house with a garage and now he needs a weekend toy to call it home. What car should he buy?

Ryan is rather proficient at procreating. So much so he has three kids including one set of twins and another on the way. His old SUV just isn’t going to cut it anymore and he would like something a bit more comfortable. What car should he buy?

Devin lives in Texas and, like a lot of people, was unfortunately in the path of Hurricane Harvey. His house was damaged and all his cars including his Tacoma and 74’ Celica project car were totaled. He needs something with decent gas mileage that can help him rebuild. What car should he buy?

Laura runs a popular entertainment site that you may have seen around these parts called the A.V Club. She’s in the market for a new ride and doesn’t want something boring—and it has to have four doors and three pedals. What car should she buy?

Mary is a cool mom who hustles her three hockey loving boys around in an Audi A6 wagon. Unfortunately, the Audi is getting up there in miles and it’s starting to become too costly. It’s time for a replacement. What car should she buy?

Welcome to a special edition of What Car Should You Buy! Yesterday, Jalopnik was fortunate enough to get an “anonymous letter” from one of the biggest lottery winners in history asking for advice as to what car, or cars, to buy.

Joe has had a tough run. Last year, he lost his job and, subsequently, his apartment, along with his car. But things are looking up and he needs an affordable and reliable ride to get him back on track. What car should he buy?

Ric’s Nissan Leaf works just fine for slogging through Seattle traffic, but the EV is having some unseen side effects on his soul, which longs for a vehicle that isn’t just a “transportation pod.” What car should he buy?

Kevin has owned more than 55 (!!!) cars and bikes and is constantly on the hunt for something different. Now he is looking for the holy grail: something fast, reliable, fun and unique for under $20,000. What car should he buy?

Joe has been hooning around in front-wheel drive cars for awhile and currently drives the excellent Fiesta ST (RIP FiST). He would like to make a change and get something that sends power to the rear wheels or all four of them. What car should he buy?

Brandon would like to spend his spare time bonding with friends under the hood of a project car. The problem with this plan is that Brandon doesn’t have a lot of experience, but what he and his friends lack in skill they will make up for in determination. What car should he buy?